Hydrochloric Acid → 2-(4-Isobutylphenyl)propionamide hydrochloride

HRID 2242923

反応式

HRID 2242923 の反応式
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH3:14])[C:12]#[N:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[ClH:15].C([O:18]CC)C.CO>>[ClH:15].[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH3:14])[C:12]([NH2:13])=[O:18])=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 1083742-(4-Isobutylphenyl)propiononitrileHCID 21864698Diethyl ether methanol

生成物 1

HCID 686372982-(4-Isobutylphenyl)propionamide hydrochloride収率 75%

反応条件

温度
2.5 °C

実験手順

A solution of 2-(4-isobutylphenyl)propionitrile (0.2 g; 1.07 mmol) in a (1:1) diethyl ether/methyl alcohol mixture (20 mL) is cooled at T=0-5° C. and gaseous HCl is bubbled into the solution for 1 h. Then the temperature is left to arise to r.t. and the mixture stirred overnight. After solvent evaporation under reduced pressure, the crude is dissolved in methyl alcohol (10 mL) and cooled at T=0-5° C. Ammonia is bubbled into for 1 h and the resulting mixture is left stirring overnight at r.t. After solvent evaporation under reduced pressure, the crude is suspended in diethyl ether (15 mL) and left stirring at r.t. for 2 h. The 2-(4-isobutylphenyl)propionamide hydrochloride (I) is isolated by filtration in vacuo as white solid (0.193 g; 0.80 mmol). Yield 75%. 1H-NMR (DMSO-d6): δ 8.80-8.50 (bs, NH3+Cl−); 7.40 (d, 2H, J=7 Hz); 7.15 (d, 2H, J=7 Hz); 3.98 (q, 1H, J=8 Hz); 2.42 (d, 2H, J=8 Hz); 1.90 (m, 1H); 1.57 (d, 3H, J=8 Hz); 0.88 (d, 6H, J=8 Hz).

後処理

  1. customis bubbled into the solution for 1 h
  2. waitThen the temperature is left
  3. customto arise to r.t.
  4. customAfter solvent evaporation under reduced pressure
  5. dissolutionthe crude is dissolved in methyl alcohol (10 mL)
  6. customAmmonia is bubbled into for 1 h
  7. waitthe resulting mixture is left
  8. stirringstirring overnight at r.t
  9. customAfter solvent evaporation under reduced pressure
  10. waitleft
  11. stirringstirring at r.t. for 2 h

出典と根拠

ORDレコード
ord-6e3f75c614bd4ad4b427931e90a184f6
出典データセット
uspto-grants-2010_03
特許番号
US07674806B2

関連ノート

読み込み中…